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IAH MDW · 918 mi · 2h 30m

Houston (Bush) to Chicago (Midway) Flights

Everything you need to know about the IAH → MDW domestic route — flight time, airlines, fares, and booking tips. Track your flight in real time with TripTrack.

$80-$260 round trip · 15+ daily flights · Updated March 2026


✈️ Route Overview

Key facts for the Houston (Bush) to Chicago (Midway) route

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Distance
918 miles (1,477 km)
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Avg Flight Time
2h 30m
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Timezone Change
No time change
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Daily Flights
15+
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Typical Fare
$80-$260 round trip
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Red-Eye Available
No overnight flights on this route

🛫 Airlines on This Route

Carriers operating IAH → MDW flights

Airline Notes
Delta SkyMiles frequent flyer program
American Airlines AAdvantage frequent flyer program
United MileagePlus frequent flyer program
Southwest Rapid Rewards — bags fly free
Alaska Airlines Mileage Plan — generous earning rates
JetBlue TrueBlue — free snacks, above-average legroom

💡 Booking Tips

How to get the best deal on Houston (Bush) to Chicago (Midway) flights

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Best Days to Fly

Wednesday and Saturday departures often have the best prices

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Fare Range

$80-$260 round trip. Book 3–6 weeks in advance for domestic routes, 2–3 months for international.

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Red-Eye Flights

✗ Not available

No overnight options on this route — plan for daytime travel.

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Track Your Flight

Once booked, TripTrack automatically imports your flight from your confirmation email. Real-time gate changes and delay alerts — no manual entry needed.


🧳 Travel Tips for This Route

Practical advice from frequent travelers on the IAH → MDW route

  • 1 Book 3–6 weeks in advance for the best domestic fares.
  • 2 Midweek flights are typically less crowded and cheaper.


📱 Real-Time Flight Tracking

Track Your IAH → MDW Flight — Automatically

TripTrack monitors your flight in real time — gate changes, delays, and departure updates sent to your phone the moment they happen. Connect your Gmail once and your trips appear automatically. No manual entry.


Frequently Asked Questions — Houston (Bush) to Chicago (Midway) Flights

How long is the flight from Houston (Bush) to Chicago (Midway)?

The average flight time from Houston (Bush) (IAH) to Chicago (Midway) (MDW) is 2h 30m. This is an estimate including taxi, climb, and descent time — actual flight time may vary based on winds and routing.

Which airlines fly from Houston (Bush) to Chicago (Midway)?

Airlines operating the IAH to MDW route include Delta, American Airlines, United and 3 more. Check each airline's website for current schedules and availability.

How far is Houston (Bush) from Chicago (Midway)?

The great-circle distance from Houston (Bush) to Chicago (Midway) is 918 miles (1,477 km). This is the straight-line distance — actual flight paths may be slightly longer.

What are the cheapest days to fly from Houston (Bush) to Chicago (Midway)?

Wednesday and Saturday departures often have the best prices. Fares on this route typically range $80-$260 round trip.

Is there a time zone change flying from Houston (Bush) to Chicago (Midway)?

No — Houston (Bush) and Chicago (Midway) are in the same time zone. No clock adjustment needed.

Are there red-eye flights from Houston (Bush) to Chicago (Midway)?

No, there are currently no overnight (red-eye) flights on the IAH to MDW route. All flights operate during daytime hours.

How can I track my Houston (Bush) to Chicago (Midway) flight in real time?

TripTrack automatically tracks your IAH to MDW flight — showing real-time gate changes, delays, and departure updates. Connect your Gmail once and your booking confirmation is imported automatically. Available free on iOS and Android.